logo

OR SEARCH CITATIONS

My Activity
Publications
CONTENT TYPES

Figure 1Loading Img
Download Hi-Res ImageDownload to MS-PowerPointCite This:Organometallics 2003, 22, 7, 1483-1486
RETURN TO ISSUEPREVArticleNEXT

R2GeSnR‘2 and RR‘GeSnRR‘ (R = SiMetBu2, R‘ = 2,4,6-iPr3C6H2):  The New Stable Germastannenes

View Author Information
Department of Chemistry, University of Tsukuba, Tsukuba, Ibaraki 305-8571, Japan
Cite this: Organometallics 2003, 22, 7, 1483–1486
Publication Date (Web):February 22, 2003
https://doi.org/10.1021/om021001y
Copyright © 2003 American Chemical Society
RIGHTS & PERMISSIONS
Article Views
213
Altmetric
-
Citations
29
LEARN ABOUT THESE METRICS

Article Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.

Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.

The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated.

Read OnlinePDF (77 KB)
Get e-Alerts
Supporting Info (1)»
SUBJECTS:

Abstract

Abstract Image

1,1-Bis(di-tert-butylmethylsilyl)-2,2-bis(2,4,6-triisopropylphenyl)-1-germa-2-stannaeth-ene (2), containing a >GeSn< double bond, was prepared as highly air- and moisture-sensitive deep violet crystals by the coupling reaction of bis(di-tert-butylmethylsilyl)dilithiogermane with dichlorobis(2,4,6-triisopropylphenyl)stannane in THF. The germastannene 2 easily undergoes thermal isomerization to form the corresponding symmetrically substituted isomer (E)-1,2-bis(di-tert-butylmethylsilyl)-1,2-bis(2,4,6-triisopropylphenyl)-1-germa-2-stannaethene (3) by the dyotropic 1,2-shifts of the silyl and aryl substituents.

*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

Supporting Information Available

ARTICLE SECTIONS
Jump To

Tables giving details of the X-ray structure determination, fractional atomic coordinates, anisotropic thermal parameters, bond lengths, and bond angles and figures giving thermal ellipsoid plots for 5. This material is available free of charge via the Internet at http://pubs.acs.org.

Terms & Conditions

Most electronic Supporting Information files are available without a subscription to ACS Web Editions. Such files may be downloaded by article for research use (if there is a public use license linked to the relevant article, that license may permit other uses). Permission may be obtained from ACS for other uses through requests via the RightsLink permission system: http://pubs.acs.org/page/copyright/permissions.html.

Cited By

This article is cited by 35 publications.

  1. Norio Nakata, Shinji Aoki, Vladimir Ya. Lee, and Akira Sekiguchi . A Schrock-Type Germylene Complex: (η5-C5H4Et)2(PMe3)Hf═Ge(SiMetBu2)2. Organometallics 2015, 34 (11) , 2699-2702. https://doi.org/10.1021/om501134a
  2. Gang He, Olena Shynkaruk, Melanie W. Lui, and Eric Rivard . Small Inorganic Rings in the 21st Century: From Fleeting Intermediates to Novel Isolable Entities. Chemical Reviews 2014, 114 (16) , 7815-7880. https://doi.org/10.1021/cr400547x
  3. Vladimir Ya. Lee and Akira Sekiguchi . Novel Organometallic Reagents: Geminal Dianionic Derivatives of the Heavy Group 14 Elements. Inorganic Chemistry 2011, 50 (24) , 12303-12314. https://doi.org/10.1021/ic2006106
  4. Dimitri Matioszek, Nadia Katir, Sonia Ladeira, and Annie Castel . Novel Stable Silyl, Germyl, and Stannyl Germanium(II) Compounds Containing an Amidinato Ligand. Organometallics 2011, 30 (8) , 2230-2235. https://doi.org/10.1021/om200024d
  5. Israel Fernández, Fernando P. Cossío and Miguel A. Sierra. Dyotropic Reactions: Mechanisms and Synthetic Applications. Chemical Reviews 2009, 109 (12) , 6687-6711. https://doi.org/10.1021/cr900209c
  6. Masaichi Saito,, Norihiro Tokitoh, and, Renji Okazaki. Tin−Chalcogen Double-Bond Compounds, Stannanethione and Stannaneselone:  Synthesis, Structure, and Reactivities. Journal of the American Chemical Society 2004, 126 (47) , 15572-15582. https://doi.org/10.1021/ja048453h
  7. Akira Sekiguchi,, Shigeyoshi Inoue,, Masaaki Ichinohe, and, Yoriko Arai. Isolable Anion Radical of Blue Disilene (tBu2MeSi)2SiSi(SiMetBu2)2 Formed upon One-Electron Reduction:  Synthesis and Characterization. Journal of the American Chemical Society 2004, 126 (31) , 9626-9629. https://doi.org/10.1021/ja040079y
  8. Vladimir Ya. Lee and, Akira Sekiguchi. Heteronuclear Heavy Alkenes EE‘ (E, E‘ = Group 14 Elements):  Germasilenes, Silastannenes, Germastannenes...Next Stop?. Organometallics 2004, 23 (12) , 2822-2834. https://doi.org/10.1021/om040027h
  9. Masaaki Ichinohe,, Kaori Sanuki,, Shigeyoshi Inoue, and, Akira Sekiguchi. Disilenyllithium from Tetrasila-1,3-butadiene:  A Silicon Analogue of a Vinyllithium. Organometallics 2004, 23 (13) , 3088-3090. https://doi.org/10.1021/om040056s
  10. Manfred Weidenbruch. From a Cyclotrisilane to a Cyclotriplumbane:  Low Coordination and Multiple Bonding in Group 14 Chemistry. Organometallics 2003, 22 (22) , 4348-4360. https://doi.org/10.1021/om034085z
  11. Abhishek Agarwal, Shubhankar Kumar Bose. Bonding Relationship between Silicon and Germanium with Group 13 and Heavier Elements of Groups 14–16. Chemistry – An Asian Journal 2020, 15 (22) , 3784-3806. https://doi.org/10.1002/asia.202001043
  12. Yan Wang, Xiaolan Zeng. Addition Reactions of H2O to Germastannenes: A Computational Study. Russian Journal of Physical Chemistry A 2018, 92 (9) , 1699-1705. https://doi.org/10.1134/S0036024418090352
  13. Vladimir Ya. Lee, Manami Kawai, Olga A. Gapurenko, Vladimir I. Minkin, Heinz Gornitzka, Akira Sekiguchi. Arsagermene, a compound with an –AsGe double bond. Chemical Communications 2018, 54 (78) , 10947-10949. https://doi.org/10.1039/C8CC05630G
  14. Yu-Liang Shan, Bi-Xiang Leong, Hong-Wei Xi, Rakesh Ganguly, Yongxin Li, Kok Hwa Lim, Cheuk-Wai So. Reactivity of an amidinato silylene and germylene toward germanium( ii ), tin( ii ) and lead( ii ) halides. Dalton Transactions 2017, 46 (11) , 3642-3648. https://doi.org/10.1039/C7DT00051K
  15. Nadeem S. Sheikh. Type-I dyotropic rearrangement for 1,2-disubstituted cyclohexanes: substitution effect on activation energy. RSC Advances 2016, 6 (13) , 10549-10556. https://doi.org/10.1039/C5RA25482E
  16. Vladimir Ya. Lee, Akira Sekiguchi. 1,1-Dilithiosilanes, 1,1-dilithiogermanes, 1,1-dilithiostannanes and related compounds: Organometallic reagents of the new generation. Mendeleev Communications 2015, 25 (3) , 161-167. https://doi.org/10.1016/j.mencom.2015.05.001
  17. V.Ya. Lee, A. Sekiguchi. Multiply Bonded Compounds of Group 14 Elements. 2013,,, 289-324. https://doi.org/10.1016/B978-0-08-097774-4.00113-3
  18. . Comprehensive Inorganic Chemistry II. 2013,,https://doi.org/
  19. Takahiro Sasamori, Norihiro Tokitoh. Group 14 Multiple Bonding. 2011,,https://doi.org/10.1002/9781119951438.eibc0281
  20. . Encyclopedia of Inorganic and Bioinorganic Chemistry. 2011,,https://doi.org/
  21. . Heavy Analogs of Alkenes, 1,3-Dienes, Allenes and Alkynes: Multiply Bonded Derivatives of Si, Ge, Sn and Pb. 2010,,, 199-334. https://doi.org/10.1002/9780470669266.ch5
  22. Vladimir Ya. Lee, Akira Sekiguchi. Organometallic Compounds of Low-Coordinate Si, Ge, Sn and Pb. 2010,,https://doi.org/
  23. Vladimir Ya. Lee, Akira Sekiguchi, Jean Escudié, Henri Ranaivonjatovo. Heteronuclear Double Bonds E=E′ (E = Heavy Group 14 Element, E′ = Group 13–16 Element). Chemistry Letters 2010, 39 (4) , 312-318. https://doi.org/10.1246/cl.2010.312
  24. Norio Nakata, Rika Izumi, Vladimir Ya. Lee, Masaaki Ichinohe, Akira Sekiguchi. 1,3-Digerma-2-gallata- and -indataallenic Anions: The First Compounds with Ge=Ga or Ge=In Double Bonds. Chemistry Letters 2008, 37 (11) , 1146-1147. https://doi.org/10.1246/cl.2008.1146
  25. Masayasu Igarashi, Masaaki ıchinohe, Akira Sekiguchi. A stable silagermene ( t Bu 3 Si) 2 Si=Ge(mes) 2 (mes = 2,4,6-trimethylphenyl): Synthesis, X-ray crystal structure, and thermal isomerization. Heteroatom Chemistry 2008, 19 (7) , 649-653. https://doi.org/10.1002/hc.20503
  26. Norihiro Tokitoh, Tomoyuki Tajima, Nobuhiro Takeda, Takahiro Sasamori. Synthesis and Characterization of the First Stable Stannanetelone. Phosphorus, Sulfur, and Silicon and the Related Elements 2008, 183 (4) , 948-955. https://doi.org/10.1080/10426500801900865
  27. Tomoyuki Tajima, Takahiro Sasamori, Nobuhiro Takeda, Norihiro Tokitoh. Synthesis and Structure of a Kinetically Stabilized Stannanethione. Bulletin of the Chemical Society of Japan 2007, 80 (6) , 1202-1204. https://doi.org/10.1246/bcsj.80.1202
  28. C.S. Weinert. Germanium Organometallics. 2007,,, 699-808. https://doi.org/10.1016/B0-08-045047-4/00053-4
  29. . Comprehensive Organometallic Chemistry III. 2007,,https://doi.org/
  30. A.G. Davies. Tin Organometallics. 2007,,, 809-883. https://doi.org/10.1016/B0-08-045047-4/00054-6
  31. . Comprehensive Organometallic Chemistry III. 2007,,https://doi.org/
  32. Takahiro Sasamori, Norihiro Tokitoh. Group 14 Multiple Bonding. 2006,,https://doi.org/10.1002/0470862106.ia301
  33. , , , , . Encyclopedia of Inorganic Chemistry. 2006,,https://doi.org/
  34. Tomoyuki Tajima, Nobuhiro Takeda, Takahiro Sasamori, Norihiro Tokitoh. Generation and Reactions of Overcrowded Diaryldilithiostannane and Diaryldipotassiostannane. European Journal of Inorganic Chemistry 2005, 2005 (21) , 4291-4300. https://doi.org/10.1002/ejic.200500375
  35. Norio Nakata, Rika Izumi, Vladimir Ya. Lee, Masaaki Ichinohe, Akira Sekiguchi. Reaction of Dilithiosilane R 2 SiLi 2 and Dilithiogermane R 2 GeLi 2 (R = SiMe t Bu 2 ) with MesBCl 2 (Mes = 2,4,6-trimethylphenyl): Evidence for the Formation of Silaborene R 2 Si=BMes and Germaborene R 2 Ge=BMes. Chemistry Letters 2005, 34 (4) , 582-583. https://doi.org/10.1246/cl.2005.582

Pair your accounts.

Export articles to Mendeley

Get article recommendations from ACS based on references in your Mendeley library.

Pair your accounts.

Export articles to Mendeley

Get article recommendations from ACS based on references in your Mendeley library.

You’ve supercharged your research process with ACS and Mendeley!

STEP 1:
Click to create an ACS ID

Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

OOPS

You have to login with your ACS ID befor you can login with your Mendeley account.

MENDELEY PAIRING EXPIRED
Your Mendeley pairing has expired. Please reconnect

This website uses cookies to improve your user experience. By continuing to use the site, you are accepting our use of cookies. Read the ACS privacy policy.

CONTINUE